#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/91/2229131.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2229131
loop_
_publ_author_name
'Zhang, Yan-Ling'
'Zhang, Fu-Juan'
'Xu, Zhi-Hong'
'Yang, Feng-Ling'
_publ_section_title
;
 3-[(Furan-2-ylmethylidene)amino]-1-(4-methylphenyl)thiourea
;
_journal_coeditor_code           KP2296
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o275
_journal_paper_doi               10.1107/S1600536811000110
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C13 H13 N3 O S'
_chemical_formula_moiety         'C13 H13 N3 O S'
_chemical_formula_sum            'C13 H13 N3 O S'
_chemical_formula_weight         259.32
_chemical_name_systematic
;
3-[(Furan-2-ylmethylidene)amino]-1-(4-methylphenyl)thiourea
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 118.028(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.9464(3)
_cell_length_b                   13.8613(3)
_cell_length_c                   16.6155(5)
_cell_measurement_reflns_used    7546
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.1451
_cell_measurement_theta_min      3.0105
_cell_volume                     2632.02(13)
_computing_cell_refinement
;
CrysAlis PRO (Oxford Diffraction, 2010)
;
_computing_data_collection
;
CrysAlis PRO (Oxford Diffraction, 2010)
;
_computing_data_reduction
;
CrysAlis PRO (Oxford Diffraction, 2010)
;
_computing_molecular_graphics    'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur Eos Gemini'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_sigmaI/netI    0.0350
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19253
_diffrn_reflns_theta_full        67.05
_diffrn_reflns_theta_max         67.05
_diffrn_reflns_theta_min         3.87
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.119
_exptl_absorpt_correction_T_max  0.6766
_exptl_absorpt_correction_T_min  0.6766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Oxford Diffraction, 2010)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.243
_refine_ls_extinction_coef       0.0044(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         4697
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0434
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1334
_refine_ls_wR_factor_ref         0.1467
_reflns_number_gt                3878
_reflns_number_total             4697
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            kp2296.cif
_cod_data_source_block           I
_cod_original_cell_volume        2632.01(12)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2229131
_cod_database_fobs_code          2229131
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.12468(5) 0.04591(4) 0.57517(3) 0.05268(19) Uani d . 1 . .
S S1A 0.30556(5) 0.53789(4) 0.36034(4) 0.0548(2) Uani d . 1 . .
O O1 0.63171(13) 0.26407(12) 0.80209(9) 0.0551(4) Uani d . 1 . .
O O1A -0.24494(16) 0.36883(14) 0.18097(11) 0.0676(5) Uani d . 1 . .
N N1 0.42256(15) 0.16907(13) 0.73490(11) 0.0482(4) Uani d . 1 . .
N N1A -0.02089(16) 0.45411(12) 0.24339(12) 0.0466(4) Uani d . 1 . .
N N2 0.32088(16) 0.11669(14) 0.70435(12) 0.0526(4) Uani d . 1 . .
H H2 0.3089 0.0811 0.7415 0.063 Uiso d R 1 . .
N N2A 0.08617(16) 0.48994(14) 0.25989(11) 0.0488(4) Uani d . 1 . .
H H2A 0.0953 0.5122 0.2153 0.059 Uiso d R 1 . .
N N3 0.26010(16) 0.18718(14) 0.56597(12) 0.0534(4) Uani d . 1 . .
H H3 0.3172 0.2263 0.5953 0.064 Uiso d R 1 . .
N N3A 0.15430(16) 0.45539(14) 0.40998(12) 0.0516(4) Uani d . 1 . .
H H3A 0.0848 0.4331 0.3913 0.062 Uiso d R 1 . .
C C1 0.7393(2) 0.3023(2) 0.85542(18) 0.0656(6) Uani d . 1 . .
H H1 0.7772 0.3453 0.8351 0.079 Uiso calc R 1 . .
C C1A -0.3614(3) 0.3434(2) 0.12705(19) 0.0734(7) Uani d . 1 . .
H H1A -0.4045 0.3037 0.1453 0.088 Uiso calc R 1 . .
C C2 0.7830(2) 0.2704(2) 0.93994(16) 0.0684(7) Uani d . 1 . .
H H2B 0.8552 0.2864 0.9884 0.082 Uiso calc R 1 . .
C C2A -0.4018(2) 0.3844(2) 0.04573(17) 0.0697(7) Uani d . 1 . .
H H2AA -0.4772 0.3789 -0.0025 0.084 Uiso calc R 1 . .
C C3 0.6988(2) 0.20724(19) 0.94272(15) 0.0600(6) Uani d . 1 . .
H H3B 0.7047 0.1737 0.9932 0.072 Uiso calc R 1 . .
C C3A -0.3098(2) 0.43732(19) 0.04610(15) 0.0568(5) Uani d . 1 . .
H H3AA -0.3126 0.4738 -0.0019 0.068 Uiso calc R 1 . .
C C4 0.60805(18) 0.20553(15) 0.85729(13) 0.0456(4) Uani d . 1 . .
C C4A -0.2166(2) 0.42593(15) 0.12823(14) 0.0488(5) Uani d . 1 . .
C C5 0.49801(19) 0.15645(15) 0.81887(13) 0.0478(5) Uani d . 1 . .
H H5 0.4809 0.1150 0.8550 0.057 Uiso calc R 1 . .
C C5A -0.10118(19) 0.46325(15) 0.16071(14) 0.0475(5) Uani d . 1 . .
H H5A -0.0833 0.4958 0.1199 0.057 Uiso calc R 1 . .
C C6 0.23996(18) 0.12135(15) 0.61564(13) 0.0457(4) Uani d . 1 . .
C C6A 0.17739(18) 0.49072(14) 0.34471(13) 0.0434(4) Uani d . 1 . .
C C7 0.19719(18) 0.19935(14) 0.46945(14) 0.0468(4) Uani d . 1 . .
C C7A 0.22866(19) 0.45001(15) 0.50532(14) 0.0463(5) Uani d . 1 . .
C C8 0.2592(2) 0.20326(18) 0.42067(16) 0.0570(5) Uani d . 1 . .
H H8 0.3405 0.1996 0.4512 0.068 Uiso calc R 1 . .
C C8A 0.1803(2) 0.4686(2) 0.56153(17) 0.0674(7) Uani d . 1 . .
H H8A 0.1016 0.4851 0.5362 0.081 Uiso calc R 1 . .
C C9 0.2013(2) 0.21261(18) 0.32708(17) 0.0622(6) Uani d . 1 . .
H H9 0.2443 0.2155 0.2954 0.075 Uiso calc R 1 . .
C C9A 0.2462(3) 0.4631(2) 0.65487(17) 0.0696(7) Uani d . 1 . .
H H9A 0.2114 0.4764 0.6915 0.084 Uiso calc R 1 . .
C C10 0.0806(2) 0.21771(16) 0.27934(15) 0.0572(6) Uani d . 1 . .
C C10A 0.3629(2) 0.43844(17) 0.69498(15) 0.0535(5) Uani d . 1 . .
C C11 0.0199(2) 0.21777(18) 0.32891(16) 0.0602(6) Uani d . 1 . .
H H11A -0.0612 0.2233 0.2983 0.072 Uiso calc R 1 . .
C C11A 0.41067(19) 0.41712(16) 0.63797(14) 0.0508(5) Uani d . 1 . .
H H11 0.4888 0.3987 0.6634 0.061 Uiso calc R 1 . .
C C12 0.07673(19) 0.20985(17) 0.42347(15) 0.0550(5) Uani d . 1 . .
H H12A 0.0341 0.2116 0.4555 0.066 Uiso calc R 1 . .
C C12A 0.34502(19) 0.42261(16) 0.54403(14) 0.0485(5) Uani d . 1 . .
H H12 0.3790 0.4079 0.5071 0.058 Uiso calc R 1 . .
C C13 0.0164(3) 0.2217(2) 0.17613(17) 0.0784(8) Uani d . 1 . .
H H13D 0.0540 0.2675 0.1551 0.118 Uiso calc R 1 . .
H H13E -0.0632 0.2410 0.1560 0.118 Uiso calc R 1 . .
H H13F 0.0177 0.1591 0.1519 0.118 Uiso calc R 1 . .
C C13A 0.4365(3) 0.4347(2) 0.79706(17) 0.0710(7) Uani d . 1 . .
H H13A 0.3925 0.4598 0.8255 0.106 Uiso calc R 1 . .
H H13B 0.5058 0.4728 0.8149 0.106 Uiso calc R 1 . .
H H13C 0.4581 0.3691 0.8159 0.106 Uiso calc R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 C4 . . 106.22(18) ?
C4A O1A C1A . . 105.83(19) ?
C5 N1 N2 . . 115.88(17) ?
C5A N1A N2A . . 114.36(17) ?
C6 N2 N1 . . 119.67(17) ?
C6 N2 H2 . . 120.2 ?
N1 N2 H2 . . 120.1 ?
C6A N2A N1A . . 121.19(16) ?
C6A N2A H2A . . 119.4 ?
N1A N2A H2A . . 119.5 ?
C6 N3 C7 . . 126.95(18) ?
C6 N3 H3 . . 116.5 ?
C7 N3 H3 . . 116.5 ?
C6A N3A C7A . . 128.95(18) ?
C6A N3A H3A . . 115.5 ?
C7A N3A H3A . . 115.5 ?
C2 C1 O1 . . 111.0(2) ?
C2 C1 H1 . . 124.5 ?
O1 C1 H1 . . 124.5 ?
C2A C1A O1A . . 109.7(2) ?
C2A C1A H1A . . 125.1 ?
O1A C1A H1A . . 125.1 ?
C1 C2 C3 . . 106.9(2) ?
C1 C2 H2B . . 126.5 ?
C3 C2 H2B . . 126.5 ?
C1A C2A C3A . . 107.0(2) ?
C1A C2A H2AA . . 126.5 ?
C3A C2A H2AA . . 126.5 ?
C4 C3 C2 . . 106.2(2) ?
C4 C3 H3B . . 126.9 ?
C2 C3 H3B . . 126.9 ?
C4A C3A C2A . . 107.5(2) ?
C4A C3A H3AA . . 126.3 ?
C2A C3A H3AA . . 126.3 ?
C3 C4 O1 . . 109.7(2) ?
C3 C4 C5 . . 132.0(2) ?
O1 C4 C5 . . 118.33(17) ?
C3A C4A O1A . . 109.9(2) ?
C3A C4A C5A . . 128.6(2) ?
O1A C4A C5A . . 121.45(19) ?
N1 C5 C4 . . 120.63(19) ?
N1 C5 H5 . . 119.7 ?
C4 C5 H5 . . 119.7 ?
N1A C5A C4A . . 123.2(2) ?
N1A C5A H5A . . 118.4 ?
C4A C5A H5A . . 118.4 ?
N3 C6 N2 . . 115.50(18) ?
N3 C6 S1 . . 124.88(16) ?
N2 C6 S1 . . 119.62(16) ?
N3A C6A N2A . . 115.00(18) ?
N3A C6A S1A . . 126.32(16) ?
N2A C6A S1A . . 118.65(15) ?
C12 C7 C8 . . 119.1(2) ?
C12 C7 N3 . . 122.2(2) ?
C8 C7 N3 . . 118.73(19) ?
C8A C7A C12A . . 118.7(2) ?
C8A C7A N3A . . 117.6(2) ?
C12A C7A N3A . . 123.58(19) ?
C9 C8 C7 . . 120.4(2) ?
C9 C8 H8 . . 119.8 ?
C7 C8 H8 . . 119.8 ?
C7A C8A C9A . . 121.1(2) ?
C7A C8A H8A . . 119.4 ?
C9A C8A H8A . . 119.4 ?
C8 C9 C10 . . 121.4(2) ?
C8 C9 H9 . . 119.3 ?
C10 C9 H9 . . 119.3 ?
C10A C9A C8A . . 121.2(2) ?
C10A C9A H9A . . 119.4 ?
C8A C9A H9A . . 119.4 ?
C11 C10 C9 . . 117.7(2) ?
C11 C10 C13 . . 120.8(2) ?
C9 C10 C13 . . 121.5(3) ?
C9A C10A C11A . . 117.6(2) ?
C9A C10A C13A . . 121.6(2) ?
C11A C10A C13A . . 120.9(2) ?
C10 C11 C12 . . 121.8(2) ?
C10 C11 H11A . . 119.1 ?
C12 C11 H11A . . 119.1 ?
C12A C11A C10A . . 121.6(2) ?
C12A C11A H11 . . 119.2 ?
C10A C11A H11 . . 119.2 ?
C7 C12 C11 . . 119.5(2) ?
C7 C12 H12A . . 120.3 ?
C11 C12 H12A . . 120.3 ?
C7A C12A C11A . . 119.75(19) ?
C7A C12A H12 . . 120.1 ?
C11A C12A H12 . . 120.1 ?
C10 C13 H13D . . 109.5 ?
C10 C13 H13E . . 109.5 ?
H13D C13 H13E . . 109.5 ?
C10 C13 H13F . . 109.5 ?
H13D C13 H13F . . 109.5 ?
H13E C13 H13F . . 109.5 ?
C10A C13A H13A . . 109.5 ?
C10A C13A H13B . . 109.5 ?
H13A C13A H13B . . 109.5 ?
C10A C13A H13C . . 109.5 ?
H13A C13A H13C . . 109.5 ?
H13B C13A H13C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C6 . 1.682(2) ?
S1A C6A . 1.686(2) ?
O1 C1 . 1.359(3) ?
O1 C4 . 1.363(3) ?
O1A C4A . 1.353(3) ?
O1A C1A . 1.389(3) ?
N1 C5 . 1.285(3) ?
N1 N2 . 1.375(2) ?
N1A C5A . 1.281(3) ?
N1A N2A . 1.373(2) ?
N2 C6 . 1.350(3) ?
N2 H2 . 0.8599 ?
N2A C6A . 1.348(3) ?
N2A H2A . 0.8600 ?
N3 C6 . 1.336(3) ?
N3 C7 . 1.427(3) ?
N3 H3 . 0.8600 ?
N3A C6A . 1.345(3) ?
N3A C7A . 1.417(3) ?
N3A H3A . 0.8600 ?
C1 C2 . 1.320(4) ?
C1 H1 . 0.9300 ?
C1A C2A . 1.326(4) ?
C1A H1A . 0.9300 ?
C2 C3 . 1.415(4) ?
C2 H2B . 0.9300 ?
C2A C3A . 1.397(3) ?
C2A H2AA . 0.9300 ?
C3 C4 . 1.352(3) ?
C3 H3B . 0.9300 ?
C3A C4A . 1.340(3) ?
C3A H3AA . 0.9300 ?
C4 C5 . 1.430(3) ?
C4A C5A . 1.427(3) ?
C5 H5 . 0.9300 ?
C5A H5A . 0.9300 ?
C7 C12 . 1.385(3) ?
C7 C8 . 1.385(3) ?
C7A C8A . 1.371(3) ?
C7A C12A . 1.384(3) ?
C8 C9 . 1.379(3) ?
C8 H8 . 0.9300 ?
C8A C9A . 1.377(4) ?
C8A H8A . 0.9300 ?
C9 C10 . 1.382(4) ?
C9 H9 . 0.9300 ?
C9A C10A . 1.377(4) ?
C9A H9A . 0.9300 ?
C10 C11 . 1.380(4) ?
C10 C13 . 1.515(3) ?
C10A C11A . 1.385(3) ?
C10A C13A . 1.506(3) ?
C11 C12 . 1.391(3) ?
C11 H11A . 0.9300 ?
C11A C12A . 1.385(3) ?
C11A H11 . 0.9300 ?
C12 H12A . 0.9300 ?
C12A H12 . 0.9300 ?
C13 H13D . 0.9600 ?
C13 H13E . 0.9600 ?
C13 H13F . 0.9600 ?
C13A H13A . 0.9600 ?
C13A H13B . 0.9600 ?
C13A H13C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2 H2 S1A 4_566 0.86 2.59 3.4397(19) 171
N2A H2A S1 4_565 0.86 2.66 3.3696(17) 141
N3A H3A N1A . 0.86 2.20 2.628(2) 111
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 N1 N2 C6 . . . . -176.10(19) ?
C5A N1A N2A C6A . . . . 176.01(19) ?
C4 O1 C1 C2 . . . . 0.2(3) ?
C4A O1A C1A C2A . . . . -0.7(3) ?
O1 C1 C2 C3 . . . . -0.2(3) ?
O1A C1A C2A C3A . . . . 0.3(4) ?
C1 C2 C3 C4 . . . . 0.1(3) ?
C1A C2A C3A C4A . . . . 0.2(3) ?
C2 C3 C4 O1 . . . . 0.0(3) ?
C2 C3 C4 C5 . . . . -178.9(2) ?
C1 O1 C4 C3 . . . . -0.1(3) ?
C1 O1 C4 C5 . . . . 179.0(2) ?
C2A C3A C4A O1A . . . . -0.6(3) ?
C2A C3A C4A C5A . . . . 177.9(2) ?
C1A O1A C4A C3A . . . . 0.8(3) ?
C1A O1A C4A C5A . . . . -177.9(2) ?
N2 N1 C5 C4 . . . . 178.51(19) ?
C3 C4 C5 N1 . . . . 177.4(2) ?
O1 C4 C5 N1 . . . . -1.5(3) ?
N2A N1A C5A C4A . . . . 176.32(19) ?
C3A C4A C5A N1A . . . . 174.2(2) ?
O1A C4A C5A N1A . . . . -7.4(3) ?
C7 N3 C6 N2 . . . . 171.9(2) ?
C7 N3 C6 S1 . . . . -7.4(3) ?
N1 N2 C6 N3 . . . . -7.8(3) ?
N1 N2 C6 S1 . . . . 171.49(16) ?
C7A N3A C6A N2A . . . . -177.0(2) ?
C7A N3A C6A S1A . . . . 0.8(3) ?
N1A N2A C6A N3A . . . . -0.8(3) ?
N1A N2A C6A S1A . . . . -178.76(15) ?
C6 N3 C7 C12 . . . . 53.4(3) ?
C6 N3 C7 C8 . . . . -128.4(3) ?
C6A N3A C7A C8A . . . . 140.9(3) ?
C6A N3A C7A C12A . . . . -42.4(3) ?
C12 C7 C8 C9 . . . . -3.2(4) ?
N3 C7 C8 C9 . . . . 178.4(2) ?
C12A C7A C8A C9A . . . . 2.0(4) ?
N3A C7A C8A C9A . . . . 178.8(3) ?
C7 C8 C9 C10 . . . . -0.4(4) ?
C7A C8A C9A C10A . . . . -0.3(5) ?
C8 C9 C10 C11 . . . . 3.0(4) ?
C8 C9 C10 C13 . . . . -176.1(2) ?
C8A C9A C10A C11A . . . . -1.5(4) ?
C8A C9A C10A C13A . . . . 178.5(3) ?
C9 C10 C11 C12 . . . . -2.1(4) ?
C13 C10 C11 C12 . . . . 177.1(2) ?
C9A C10A C11A C12A . . . . 1.6(4) ?
C13A C10A C11A C12A . . . . -178.3(2) ?
C8 C7 C12 C11 . . . . 4.1(3) ?
N3 C7 C12 C11 . . . . -177.6(2) ?
C10 C11 C12 C7 . . . . -1.5(4) ?
C8A C7A C12A C11A . . . . -1.8(3) ?
N3A C7A C12A C11A . . . . -178.48(19) ?
C10A C11A C12A C7A . . . . 0.0(3) ?
